Round: 29 Ground: Hardcourt outdoor
| ITF Women Stellenbosch | 2016/11/04 23:00 | Chanel Simmonds v Margarita Lazareva | 6-1,6-7,6-1 |
| Others | 2016/11/03 23:00 | Chanel Simmonds v Erika Vogelsang | 6-1,6-1 |
| Others | 2016/11/03 08:47 | Chanel Simmonds v Alice Gillan | 6-0,6-3 |
| ITF Women Stellenbosch | 2016/11/02 23:00 | Chanel Simmonds v Alice Gillan | 6-0,6-3 |
| Others | 2016/11/02 06:54 | Chanel Simmonds v Minette Van Vreden | 6-0,3-0 |
| ITF Women Stellenbosch | 2016/11/01 23:00 | Chanel Simmonds v Nadia Van Heerden | 6-0,6-0 |
| ITF Women Macon | 2016/10/27 14:00 | Francesca Di Lorenzo v Chanel Simmonds | 6-4,6-2 |
| ITF Women Macon | 2016/10/25 17:20 | Alexa Guarachi v Chanel Simmonds | 4-6,0-6 |
| Others | 2016/11/04 23:00 | Ilze Hattingh v Kaitlyn Christian | 4-6,6-4,5-7 |
| Others | 2016/11/03 23:00 | Kaitlyn Christian v Valeria Bhunu | 7-6,7-6 |
| Others | 2016/11/02 23:00 | Kaitlyn Christian v Linnea Malmqvist | 6-4,6-0 |
| Others | 2016/10/31 23:00 | Julyette M J Steur v Kaitlyn Christian | 2-6,0-6 |
| ITF Women Stellenbosch Qual | 2016/10/30 23:00 | Kaitlyn Christian v Annick Verhaar | 6-0,6-0 |
| ITF Women Jakarta | 2016/10/11 03:20 | Kaitlyn Christian v Kristina N Smith | 6-0,6-2 |
| ITF Women Tarakan | 2016/10/08 06:00 | Kaitlyn Christian v Haruka Kaji | 5-7,6-3,6-2 |
| ITF Women Tarakan | 2016/10/07 06:00 | Beatrice Gumulya v Kaitlyn Christian | 4-6,6-4,2-6 |